Homes for Sale High Park Toronto
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187 Clendenan Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12173310
187 Clendenan Avenue Toronto M6P 2W9 
$2,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12173310
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 187 Clendenan Ave. This Stunning 2 Story Detached, Fully Renovated Home on an Extra Deep Lot in Highly Sought After High Park Location. This Property Has Undergone a Complete Renovation in 2019/2020 Back to The Studs, Including New Roof & Framing, All New Electrical, Hvac, Plumbing, Waterline, Insulation, Windows & The List Goes On. This Property Offers Amazing Flexibility in Layout and Use. Currently Used As A Fabulous Duplex, Or With Some Minor Adjustment Can Be A Truly Magnificent Single-Family Home. The Main Level Features A Beautiful One- or Two-Bedroom Apartment, Open Concept Modern Kitchen with Island, Walkout to Private Patio, Stunning Oak Flooring Though-out, 3pc Washroom, Private Washer/dryer, Large Living Room Overlooking Backyard. The Second and Third Level Features a Stunning Three-bedroom Apartment with a Large Open Concept Kitchen/Dining/Living Room, Oak Hardwood Floors Throughout, Modern Kitchen with Lots of Storage and Peninsula Design, Sunken Dining/Living Room with Additional Built-ins For Storage, Stunning 4pc Washroom, Private Washer/Dryer, Large Third Level Bedroom, All New Stairs Throughout, Walkout From Living Room to Deck with Stairs Leading to Backyard Playground and Basketball Court, and a Large Garage/Shed. This Home in Setup Perfect as a Multigenerational Home. You Won't Feel Like you're in the City with this Large 31.5 by 198.33 Lot and all the Beautiful Trees for Privacy. All Renos Professionally Done with Permits. Located Walking Distance to Both High Park and Bloor West Village, Runnymede PS, Ursula Franklin, Humberside CI, Short Walk to Subway, TTC, Up Express Train for access to Airport or downtown, Bloor Boutiques, Shops and Restaurants. More detailsListed by RIGHT AT HOME REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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165 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12317190
165 High Park Avenue Toronto M6P 2S3
$2,525,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12317190
- Bedrooms:
- 6
- Bathrooms:
- 6
Incredible opportunity! Huge 200ft deep lot with stunning original 3 storey mansion and zoning allowing for additional 1300sf garden suite! Possibility of owning two fully detached dwellings in High Park! Current home easy to convert to a single, grand home or simply renovate and rent out. Opportunities are truly endless! Fabulous original character. Wainscoting, beamed high ceilings, paneling, bay windows, fireplace, leaded glass. Huge majestic yard with inground pool and summer house. Private Driveway with detached two-car Brick Garage. Unbeatable Location Near Bloor Subway, High Park, Shopping and easy access to Highway. Annette Street Junior and Senior Public School. More detailsListed by ROYAL LEPAGE/J & D DIVISION- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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232 Pacific Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12195112
232 Pacific Avenue Toronto M6P 2P5
$1,789,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12195112
- Bedrooms:
- 7
- Bathrooms:
- 4
Attention Value Seekers! This Rare And Spacious Property Is Located Just A Couple Of Blocks From High Park, The Bloor Subway Line & The Vibrant Dundas West Area. Set On A Coveted, Extra-Deep Lot On Pacific Avenue, This Wide Semi-Detached Brick Home Features A Main-Floor Brick Addition, A Double Car Garage, And Parking For Three Additional Vehicles. Currently Configured As A Well-Maintained Triplex With Basement Suites. This Solid Income-Producing Property Offers Incredible Versatility And Potential For Multi-Generational Living Or Further Development, Including The Possibility Of A Garden Suite. The Layout Includes A Bright Main-Floor Unit With High Ceilings, Three Bedrooms Plus A Den, And A Walkout To The Backyard; A Second-Floor One-Bedroom Plus Den With A Large Balcony; A Third Floor Studio With Skylight And Private Walkout, A Lower Front One-Bedroom Suite With Good Ceiling Height & A Spacious Lower Rear Unit That Can Serve As A Studio, One-Bedroom, Office, Or Storage. With Fantastic Tenants In Place, Multiple Walkouts, & Numerous Renovations And Improvements Over The Years, This Turnkey Property Is A Rare Opportunity With Limitless Potential! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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93 Medland Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12256184
93 Medland Crescent Toronto M6P 2N3
$2,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12256184
- Bedrooms:
- 4
- Bathrooms:
- 4
Exceptional Multi-Unit Property in High Park North! Welcome to 93 Medland Crescent, a beautifully maintained and thoughtfully updated property in the heart of High Park North, one of Torontos most sought-after neighbourhoods. This elegant home offers a rare investment or end-user opportunity with three fully renovated units and charming curb appeal behind a classic wrought iron fence. Zoned as a legal duplex, the property includes: Main floor/2nd floor unit - a spacious and stylish bi-level suite with a main floor powder room, Juliette balcony off the upper bedroom and a private outdoor patio and garden perfect for entertaining or quiet relaxation. The 2nd/3rd floor unit - this bright and airy renovated open concept bi-level 2 bedroom suite features hardwood floors, skylights and a gas fireplace. The updated kitchen opens onto a large treetop deck, and one of the bedrooms doubles perfectly as a home office or studio space. On the lower level you will find a one bedroom suite with a modern and efficient layout boasting high ceilings, luxury vinyl flooring and a separate sleeping area. Additional highlights include shared laundry facilities, a rear parking space, and a welcoming community feel, supported by wonderful, respectful tenants. This versatile and beautifully situated property is perfect for investors seeking solid income potential, or for end-users looking to live in one unit while enjoying rental income from the others. Just steps to the subway, High Park, the Junction, top-rated schools, shops, cafes, and restaurants - 93 Medland Crescent is an exceptional opportunity in a truly unbeatable location. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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343 Indian Grove in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12308751
343 Indian Grove Toronto M6P 2H6
$2,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12308751
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 343 Indian Grove, a stunning fully renovated home in the highly sought-after High Park North neighborhood. This property has been thoughtfully reimagined from top to bottom, featuring underpinning, a new roof and framing, a rear addition, and all new electrical, HVAC, plumbing, insulation, and fiberglass windows. The list of upgrades is extensive. *A recent interior revision is the newly created interior access to the basement from the main floor, adding convenience and flexibility to the layout. Inside, you'll find soaring ceilings on the upper level, a tranquil balcony off the primary bedroom, and a luxurious Japandi-style ensuite. The kitchen is a true showpiece, outfitted with a curated selection of high-end appliances including Dacor, Fisher & Paykel, Avantgarde, and Kobe-perfect for a culinary enthusiast or entertaining guests. A detached multi-purpose studio in the backyard offers endless possibilities as a home office, gym, or play area, complete with its own heating and cooling via heat pump. The private backyard backs onto no rear neighbors, creating a peaceful outdoor retreat. The finished basement adds further value, ideal for guests, extended family, or personal use. Located just a short walk to Bloor Street and with easy access to downtown, yet nestled on a quiet and calm street, this home truly has it all. Bonus: This property is eligible for the New Home HST Rebate More detailsListed by META REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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199 Indian Grove in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12306073
199 Indian Grove Toronto M6P 2H4
$1,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12306073
- Bedrooms:
- 4
- Bathrooms:
- 2
Large 4-Bedroom Semi Just Steps from High Park A Rare Opportunity with Space, Flexibility, and Location. If you're looking for a full-sized home near High Park without paying a premium for luxury upgrades or expensive staging this property may be what you've been waiting for. Located just a short walk from Keele Subway Station, the UP Express, and High Park itself, this four-bedroom, two-bathroom, two-and-a-half-story semi-detached home offers more space than most homes in the area and sits in one of the most sought-after neighborhoods in Toronto's west end. It isn't glamorous or charming, but its big, bright, and incredibly well-located a rare combination for a home this close to the city's core. The main floor features a traditional layout, including a front living room with a bay window that brings in soft, west-facing light throughout the afternoon. A separate dining room provides space for meals or entertaining, and at the rear of the house is a large, functional eat-in kitchen with a walkout to the backyard. The ceilings are high and the rooms are generously sized. The layout is practical and the home is clean, freshly painted, and well-prepared for a new owner to move in or personalize. Upstairs on the second floor, you will find three bedrooms, including the spacious primary bedroom at the front of the home, which is filled with natural light from its west-facing bay window. The other two bedrooms are well-sized, with one at the rear featuring direct access to a cozy sunroom. This sunroom, surrounded by windows and overlooking the backyard, is an inviting space perfect for relaxing, reading, or working from home. It is one of the homes more pleasant features, offering a bright, quiet retreat. The third floor contains one additional bedroom. While this room is modest in size, it offers privacy and flexibility, ideal for a growing family member, guest, or home office. With some imagination, this space can be adapted to meet a variety of needs. More detailsListed by GOWEST REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12270676
24 Indian Road Crescent Toronto M6P 2G1
$1,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12270676
- Bedrooms:
- 4
- Bathrooms:
- 4
Incredible investment opportunity!!! Fabulous two-storey fourplex available for sale on a quiet tree-lined family-friendly street just north of High Park. Four bright, charming, well-maintained 1 bedroom units, each with a large, sunny eat-in kitchen, separate light-filled living area, and 4-piece bath. Enviable, ultra-convenient west-end neighbourhood steps from subway station, TTC bus routes, and the countless shops and services of Bloor West Village and The Junction. Three units rented to long-term, stable tenants. 1 vacant unit is renovated and ready to be leased at current market value. Great opportunity for a new operator to buy and hold in a truly A+ location. More detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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23 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12312816
23 Kenneth Avenue Toronto M6P 1J1
$1,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12312816
- Bedrooms:
- 6
- Bathrooms:
- 2
Looking for space, character, and a location you'll never want to leave? Welcome to 23 Kenneth Ave-a 5+1 bedroom, 2-bathroom detached home in the heart of the always-loved West Bend. With four expansive levels of living, there's plenty of room to spread out, get creative, and make this home truly yours. Inside, youll find charm in all the right places: a welcoming open fireplace for cozy nights in, and a rare indoor hot tub on the top floor with city views-yes, really. The finished basement offers flexibility galore, whether you need a spot for guests, a quiet home office, or space for the in-laws. A big bonus? The not-so-glamorous (but very important) stuff-like many mechanical updates-has already been taken care of, so you can focus on the fun part: bringing your own style to the space. Step outside and enjoy a peaceful backyard that's just begging for summer BBQs, morning coffees, or a bit of urban gardening. Families will love the proximity to excellent schools, and everyone will appreciate being just a short walk to the subway, High Park, and the shops and restaurants along Bloor. What really sets this home apart is the community-23 Kenneth sits on a street where neighbours wave, kids play, and the annual summer block party is a local highlight. Its warm, its welcoming, and its ready for its next chapter. More detailsListed by ROYAL LEPAGE TERREQUITY KEVIN YU REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated August 12, 2025 at 03:15 AM (UTC)
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